NPASS drugs

Drug Information

Drug ID:	NPD1551
Drug Name:	Tucaresol
Molecular Formula:	C15H12O5
Canonical SMILES:	O=Cc1c(cccc1O)OCc1ccc(cc1)C(=O)O
Standard InCHI:	InChI=1S/C15H12O5/c16-8-12-13(17)2-1-3-14(12)20-9-10-4-6-11(7-5-10)15(18)19/h1-8,17H,9H2,(H,18,19)
Standard InCHIKey:	XEDONBRPTABQFB-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1551

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	251
0.1-0.2	1223
0.2-0.3	2941
0.3-0.4	6570
0.4-0.5	6457
0.5-0.6	2540
0.6-0.7	4826
0.7-0.8	4898
0.8-0.85	1059
0.85-0.9	124
0.9-0.95	1
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.9313	NPC12694
High Similarity	0.8931	NPC4164
High Similarity	0.8855	NPC6888
High Similarity	0.8815	NPC137264
High Similarity	0.8806	NPC197425
High Similarity	0.8797	NPC264428
High Similarity	0.8777	NPC290291
High Similarity	0.8777	NPC188879
High Similarity	0.8777	NPC275055
High Similarity	0.8767	NPC39819
High Similarity	0.875	NPC113006
High Similarity	0.8741	NPC307732
High Similarity	0.8741	NPC39753
High Similarity	0.8741	NPC469764
High Similarity	0.8741	NPC42292
High Similarity	0.8741	NPC115998
High Similarity	0.8714	NPC147686
High Similarity	0.8714	NPC188947
High Similarity	0.8714	NPC329225
High Similarity	0.8714	NPC124269
High Similarity	0.8714	NPC280284
High Similarity	0.8714	NPC472460
High Similarity	0.8714	NPC99333
High Similarity	0.8705	NPC240593
High Similarity	0.8699	NPC164527
High Similarity	0.8699	NPC213382
High Similarity	0.8696	NPC172262
High Similarity	0.8686	NPC128216
High Similarity	0.8681	NPC130176
High Similarity	0.8681	NPC99454
High Similarity	0.8681	NPC469758
High Similarity	0.8667	NPC8005
High Similarity	0.8667	NPC78662
High Similarity	0.8652	NPC261234
High Similarity	0.8652	NPC316480
High Similarity	0.8643	NPC296490
High Similarity	0.8643	NPC79943
High Similarity	0.8643	NPC12296
High Similarity	0.8643	NPC295261
High Similarity	0.8643	NPC476480
High Similarity	0.8643	NPC107586
High Similarity	0.8643	NPC243083
High Similarity	0.8643	NPC287246
High Similarity	0.8643	NPC266597
High Similarity	0.8643	NPC84585
High Similarity	0.8643	NPC32441
High Similarity	0.8643	NPC332594
High Similarity	0.8643	NPC13768
High Similarity	0.8643	NPC250266
High Similarity	0.8633	NPC9985
High Similarity	0.8633	NPC234560
High Similarity	0.8633	NPC239495
High Similarity	0.8633	NPC39426
High Similarity	0.863	NPC285527
High Similarity	0.863	NPC70764
High Similarity	0.863	NPC106334
High Similarity	0.8623	NPC50898
High Similarity	0.8623	NPC274121
High Similarity	0.8623	NPC78540
High Similarity	0.8623	NPC57601
High Similarity	0.8623	NPC213216
High Similarity	0.8615	NPC233282
High Similarity	0.8601	NPC1534
High Similarity	0.8601	NPC202981
High Similarity	0.8593	NPC293453
High Similarity	0.8592	NPC145673
High Similarity	0.8592	NPC220106
High Similarity	0.8591	NPC149618
High Similarity	0.8591	NPC89625
High Similarity	0.8582	NPC268691
High Similarity	0.8582	NPC18457
High Similarity	0.8582	NPC118813
High Similarity	0.8581	NPC281272
High Similarity	0.8571	NPC47815
High Similarity	0.8571	NPC231772
High Similarity	0.8571	NPC225129
High Similarity	0.8571	NPC473887
High Similarity	0.8571	NPC124784
High Similarity	0.8571	NPC29353
High Similarity	0.8571	NPC194281
High Similarity	0.8571	NPC234133
High Similarity	0.8571	NPC87545
High Similarity	0.8571	NPC235428
High Similarity	0.8571	NPC127447
High Similarity	0.8562	NPC228012
High Similarity	0.8561	NPC248872
High Similarity	0.8561	NPC311219
High Similarity	0.8552	NPC73320
High Similarity	0.8552	NPC196114
High Similarity	0.8551	NPC87231
High Similarity	0.8551	NPC205468
High Similarity	0.8551	NPC212631
High Similarity	0.8551	NPC129132
High Similarity	0.8551	NPC257756
High Similarity	0.8542	NPC95123
High Similarity	0.8542	NPC470216
High Similarity	0.8542	NPC66404
High Similarity	0.8531	NPC3188
High Similarity	0.8531	NPC105648
High Similarity	0.8529	NPC187907
High Similarity	0.8521	NPC20709
High Similarity	0.8521	NPC222342
High Similarity	0.8521	NPC225153
High Similarity	0.8521	NPC274784
High Similarity	0.8521	NPC265871
High Similarity	0.8521	NPC150648
High Similarity	0.8521	NPC329203
High Similarity	0.8521	NPC136095
High Similarity	0.8521	NPC310135
High Similarity	0.8514	NPC99772
High Similarity	0.8511	NPC303644
High Similarity	0.8511	NPC209560
High Similarity	0.8511	NPC299379
High Similarity	0.8511	NPC116632
High Similarity	0.8511	NPC254841
High Similarity	0.8511	NPC7013
High Similarity	0.8511	NPC228661
High Similarity	0.8511	NPC181124
High Similarity	0.8511	NPC294409
High Similarity	0.8511	NPC162680
High Similarity	0.8511	NPC212767
High Similarity	0.8503	NPC233267
High Similarity	0.8503	NPC474052
High Similarity	0.8503	NPC291049
High Similarity	0.85	NPC223616
Intermediate Similarity	0.8493	NPC302989
Intermediate Similarity	0.8493	NPC71055
Intermediate Similarity	0.8489	NPC242294
Intermediate Similarity	0.8489	NPC263670
Intermediate Similarity	0.8489	NPC312318
Intermediate Similarity	0.8489	NPC472365
Intermediate Similarity	0.8489	NPC175098
Intermediate Similarity	0.8489	NPC188646
Intermediate Similarity	0.8489	NPC337373
Intermediate Similarity	0.8489	NPC56031
Intermediate Similarity	0.8489	NPC139813
Intermediate Similarity	0.8489	NPC223457
Intermediate Similarity	0.8489	NPC192304
Intermediate Similarity	0.8483	NPC303185
Intermediate Similarity	0.8483	NPC134621
Intermediate Similarity	0.8483	NPC469953
Intermediate Similarity	0.8483	NPC184649
Intermediate Similarity	0.8478	NPC475589
Intermediate Similarity	0.8478	NPC262359
Intermediate Similarity	0.8478	NPC307289
Intermediate Similarity	0.8478	NPC313618
Intermediate Similarity	0.8478	NPC475008
Intermediate Similarity	0.8478	NPC186097
Intermediate Similarity	0.8478	NPC475009
Intermediate Similarity	0.8478	NPC31872
Intermediate Similarity	0.8478	NPC473584
Intermediate Similarity	0.8478	NPC308037
Intermediate Similarity	0.8478	NPC64359
Intermediate Similarity	0.8472	NPC53192
Intermediate Similarity	0.8467	NPC185497
Intermediate Similarity	0.8467	NPC469929
Intermediate Similarity	0.8462	NPC6407
Intermediate Similarity	0.8462	NPC281207
Intermediate Similarity	0.8462	NPC110228
Intermediate Similarity	0.8462	NPC284550
Intermediate Similarity	0.8462	NPC269652
Intermediate Similarity	0.8462	NPC188243
Intermediate Similarity	0.8462	NPC182421
Intermediate Similarity	0.8462	NPC76445
Intermediate Similarity	0.8462	NPC129853
Intermediate Similarity	0.8456	NPC273483
Intermediate Similarity	0.8451	NPC278323
Intermediate Similarity	0.8451	NPC309154
Intermediate Similarity	0.8451	NPC55162
Intermediate Similarity	0.8451	NPC90665
Intermediate Similarity	0.8451	NPC12175
Intermediate Similarity	0.8451	NPC279668
Intermediate Similarity	0.8451	NPC471620
Intermediate Similarity	0.8446	NPC295036
Intermediate Similarity	0.8446	NPC155882
Intermediate Similarity	0.8446	NPC470107
Intermediate Similarity	0.8444	NPC95309
Intermediate Similarity	0.844	NPC256042
Intermediate Similarity	0.844	NPC216361
Intermediate Similarity	0.844	NPC116775
Intermediate Similarity	0.844	NPC193792
Intermediate Similarity	0.844	NPC473391
Intermediate Similarity	0.844	NPC281917
Intermediate Similarity	0.844	NPC13408
Intermediate Similarity	0.844	NPC135837
Intermediate Similarity	0.844	NPC187432
Intermediate Similarity	0.844	NPC472364
Intermediate Similarity	0.8435	NPC105415
Intermediate Similarity	0.8435	NPC5537
Intermediate Similarity	0.8433	NPC193805
Intermediate Similarity	0.8429	NPC66705
Intermediate Similarity	0.8429	NPC286336
Intermediate Similarity	0.8425	NPC267509
Intermediate Similarity	0.8425	NPC163846
Intermediate Similarity	0.8425	NPC470322
Intermediate Similarity	0.8425	NPC237208
Intermediate Similarity	0.8425	NPC299011
Intermediate Similarity	0.8425	NPC225173
Intermediate Similarity	0.8425	NPC154217
Intermediate Similarity	0.8417	NPC203817

Drug Structure

NPD1551 OpenBabel08211701082D 22 23 0 0 0 0 0 0 0 0999 V2000 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 13 1 0 0 0 0 3 14 2 0 0 0 0 4 6 1 0 0 0 0 4 10 2 0 0 0 0 5 7 2 0 0 0 0 5 10 1 0 0 0 0 6 11 2 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 8 16 2 0 0 0 0 9 10 1 0 0 0 0 9 20 1 0 0 0 0 11 15 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 13 17 1 0 0 0 0 14 20 1 0 0 0 0 15 18 1 0 0 0 0 15 19 2 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006378
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	272.07
ALogP	-1.035
MLogP	2.56
XLogP	2.981
HDA	3
HBD	2
Rotatable Bonds	7
TPSA	83.83
RO5 Violation	0